US621382A - Pyroxyline compound - Google Patents
Pyroxyline compound Download PDFInfo
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- US621382A US621382A US621382DA US621382A US 621382 A US621382 A US 621382A US 621382D A US621382D A US 621382DA US 621382 A US621382 A US 621382A
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- US
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- Prior art keywords
- pyroxyline
- salts
- acid
- salt
- preserving
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 229920001220 nitrocellulos Polymers 0.000 title description 62
- -1 Pyroxyline compound Chemical class 0.000 title description 6
- 150000003839 salts Chemical class 0.000 description 66
- 239000011780 sodium chloride Substances 0.000 description 66
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6S)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2R,3R,4S,5R,6S)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 60
- 239000002253 acid Substances 0.000 description 36
- 239000000126 substance Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- 239000002904 solvent Substances 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 14
- 150000007513 acids Chemical class 0.000 description 12
- 239000003159 antacid agent Substances 0.000 description 12
- 230000001458 anti-acid Effects 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 150000007529 inorganic bases Chemical class 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 10
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 10
- 229960003885 Sodium Benzoate Drugs 0.000 description 8
- WXMKPNITSTVMEF-UHFFFAOYSA-M Sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 8
- 159000000032 aromatic acids Chemical class 0.000 description 8
- 235000010234 sodium benzoate Nutrition 0.000 description 8
- 239000004299 sodium benzoate Substances 0.000 description 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
- 238000000354 decomposition reaction Methods 0.000 description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 6
- 229910052744 lithium Inorganic materials 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- 150000003873 salicylate salts Chemical class 0.000 description 6
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052725 zinc Inorganic materials 0.000 description 6
- 239000011701 zinc Substances 0.000 description 6
- 229940069428 ANTACIDS Drugs 0.000 description 4
- 229940103091 Potassium Benzoate Drugs 0.000 description 4
- XAEFZNCEHLXOMS-UHFFFAOYSA-M Potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 241000270708 Testudinidae Species 0.000 description 4
- 229920002892 amber Polymers 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000002360 explosive Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 235000010235 potassium benzoate Nutrition 0.000 description 4
- 239000004300 potassium benzoate Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- 229940050390 Benzoate Drugs 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- DSSYKIVIOFKYAU-UHFFFAOYSA-N Camphor Chemical compound C1CC2(C)C(=O)CC1C2(C)C DSSYKIVIOFKYAU-UHFFFAOYSA-N 0.000 description 2
- 229960000846 Camphor Drugs 0.000 description 2
- 229920002160 Celluloid Polymers 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- 229940031993 LITHIUM BENZOATE Drugs 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 2
- 238000005422 blasting Methods 0.000 description 2
- 229930007890 camphor Natural products 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 229960004756 ethanol Drugs 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000006193 liquid solution Substances 0.000 description 2
- LDJNSLOKTFFLSL-UHFFFAOYSA-M lithium;benzoate Chemical compound [Li+].[O-]C(=O)C1=CC=CC=C1 LDJNSLOKTFFLSL-UHFFFAOYSA-M 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000005445 natural product Substances 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000005498 polishing Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- 150000003870 salicylic acids Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 125000001874 trioxidanyl group Chemical group [*]OOO[H] 0.000 description 2
- PZXFWBWBWODQCS-UHFFFAOYSA-L zinc;2-carboxyphenolate Chemical compound [Zn+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O PZXFWBWBWODQCS-UHFFFAOYSA-L 0.000 description 2
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
- C09D101/16—Esters of inorganic acids
- C09D101/18—Cellulose nitrate
Definitions
- the compounds to which my invention relates generally consist of pyroxyline associated with solvents or other ingredients, and they are used in the arts as imitations of natural substances or in blasting and gunnery as explosives.
- the pyroxyline is sometimes sold or used alone or unassociated with other substances. In whatever form the pyroxyline is employed, however, there is danger of decomposition, especially under the influence of time or elevated temperatures. The exception to this is when the pyroxyline is kept thoroughly wet in an undissolved state, as is well understood.
- the object of the present invention is to so form these compounds that the danger from decomposition will be prevented or reduced to a minimum.
- This I accomplish by com bining with the pyroxyline or its admixture with other ingredients certain substances which I have found by experiment possess the power of preserving the pyroxyline in a remarkable manner.
- the class of substances to which I refer are the salts of the aromatic acids which are formed with inorganic bases. These acids consist principally of benzoic, salicylic, and naphtoic acids. There are numerous others, although they are of very little importance commercially, and hence I have selected those of most consequence as practical representatives of the entire class.
- the aromatic series of acids is well known to chemistry and needs no further description.
- Benzoate of lithium is especially suitable for imitations of yellow ambers and. of tortoise shell.
- a preserver of pyroxyline it seems to be superior to urea.
- Zinc benzoate is an excellent preserver, but is not suitable Where extra transparency is desired.
- Zinc salicylate is also a good preserver and does not affect the transparency; but it is only suitable for dark colors.
- Sodium naphtoate (beta) forms a yellow product, which is also transparent. The yellowish tendency of the naphtoic acids is well known. Their salts resemble the salicylates in their action with pyroxyline.
- the salts of the aromatic acids are preserving agents for pyroxyline, although for practical purposes the operator can confine himself to the use of a preferred group.
- a preferred group is represented by sodium benzoate, potassium benzoate, lithium benzoate, and salicylate of zinc. These will give the best results, and while the rest are more or less useful they need not be employed unless the preferred salts are unprocurable.
- liquid solutions are made with sufficient excess of solvent to impart the requisite fluidity.
- the stiffer mixtures usually contain camphor or equivalent solid solvent along with sufficient liquid solvent for plastic effects.
- Pyroxyline varies in its nature and solubilto be used.
- the preserving substances can be mixed with the pyroxyline either direct or in solution, it is best in order to insure a perfect mixture and intimate contact to have the preserving salt dissolved in some compatible menstruum and filtered. For this reason the best effects are produced with the salts which are soluble in wood spirit or grain alcohol.
- esters were also known as salts, and I have myself obtained Letters Patent for the use of some substances consisting of a combination of some of the acids referred to herein with an organic base; but such esters and substances will not act as antacids in my invention, and therefore my new group of antacid substances is confined to the salts of inorganic bases.
- a pyroxyline compound consisting of pyroxyline in combination with a salt of an acid of the aromatic series containing carboxyl (OOOH), said salt having an inorganic base, substantially as described.
- Apyroxyline compound consisting of pyroxyline and a solvent of the same associated with a salt of an acid of the aromatic series containing carboxyl (@0011), said salt having an inorganic base, substantially as described.
Description
Fries.
ATENT JOHN H. STEVENS, OF NEWARK, NEW JERSEY, ASSIGNOR TO THE CELLU- LOID COMPANY, OF NEW YORK, N. Y., A CORPORATION OF NE JERSEY.
PYROXYLINE COMPOUND.
SPECIFICATION forming part Of Letters Patent NO. 621,382, dateclMarch 21, 1899.
Application filed March 1, 1898. Serial No. 672,211. (No specimens.)
To ail whom, it may concern:
Be it known that I, JOHN H. STEVENS, of the city of Newark, county of Essex, and State of New Jersey, have invented certain new and useful Improvements in Pyroxyline Oompounds, of which improvements the following is a specification.
The compounds to which my invention relates generally consist of pyroxyline associated with solvents or other ingredients, and they are used in the arts as imitations of natural substances or in blasting and gunnery as explosives. The pyroxyline is sometimes sold or used alone or unassociated with other substances. In whatever form the pyroxyline is employed, however, there is danger of decomposition, especially under the influence of time or elevated temperatures. The exception to this is when the pyroxyline is kept thoroughly wet in an undissolved state, as is well understood.
The object of the present invention is to so form these compounds that the danger from decomposition will be prevented or reduced to a minimum. This I accomplish by com bining with the pyroxyline or its admixture with other ingredients certain substances which I have found by experiment possess the power of preserving the pyroxyline in a remarkable manner. The class of substances to which I refer are the salts of the aromatic acids which are formed with inorganic bases. These acids consist principally of benzoic, salicylic, and naphtoic acids. There are numerous others, although they are of very little importance commercially, and hence I have selected those of most consequence as practical representatives of the entire class. The aromatic series of acids is well known to chemistry and needs no further description.
While the inorganic salts of benzoic and salicylic acids are well known, those of naphtoic acid are diflicult to procure in commerce, but are easily made. I have used a number of the salts in this group and in every case found them to be more or less efficient for this purpose. While they all form perma nent compounds with pyroxyline, cheapness, color, and comparative antacid power or intensity of effect cause some of them to be preferred to others. For general purposes I find that sodium benzoate gives excellent results. Potassium benzoate is also good. These two substances are especially valuable where pale effects are desired and also in cases where dissolved or converted pyroxyline or its compounds are required to be transparent-as, for instance, in imitation of amber or tortoise shell or for transparent sheeting. Transparency and color are often of no importance, in which case the salicylates of lithium, potassium, or sodium can be used if the operator so desires. Among other salts of this class whichI have found to be of use are the salicylates of ammonium, of urea, and of Zinc, the benzoates of ammonium, of lithium, and of-zinc, and beta naphtoate of sodium. The ammonium salts yield yellowish products but they do not interfere with the transparency of dissolved pyroxyline. Benzoate of lithium is especially suitable for imitations of yellow ambers and. of tortoise shell. As a preserver of pyroxyline it seems to be superior to urea. Zinc benzoate is an excellent preserver, but is not suitable Where extra transparency is desired. Zinc salicylate is also a good preserver and does not affect the transparency; but it is only suitable for dark colors. Sodium naphtoate (beta) forms a yellow product, which is also transparent. The yellowish tendency of the naphtoic acids is well known. Their salts resemble the salicylates in their action with pyroxyline. It is evident, therefore, that the salts of the aromatic acids are preserving agents for pyroxyline, although for practical purposes the operator can confine himself to the use of a preferred group. Such a group is represented by sodium benzoate, potassium benzoate, lithium benzoate, and salicylate of zinc. These will give the best results, and while the rest are more or less useful they need not be employed unless the preferred salts are unprocurable.
. In practice I form pyroxyline compounds according to the usual well-known methods.
The liquid solutions are made with sufficient excess of solvent to impart the requisite fluidity. The stiffer mixtures usually contain camphor or equivalent solid solvent along with sufficient liquid solvent for plastic effects.
Pyroxyline varies in its nature and solubilto be used.
ity according to the purposes for which it is For smokeless powder or explosives the more highly nitrated varieties are employed, and solvents specially fitted for making solutions with such pyroxyline are also used.
IVhile the preserving substances can be mixed with the pyroxyline either direct or in solution, it is best in order to insure a perfect mixture and intimate contact to have the preserving salt dissolved in some compatible menstruum and filtered. For this reason the best effects are produced with the salts which are soluble in wood spirit or grain alcohol.
In treating pyroxyline which is to be rendered stable without regard to its use with solvents I recommend the selection of preserving agents soluble in water. The pyroxyline can be moistened with the aqueous solution. IVhen the water has evaporated, the preserving agent will be left behind in close contact with every particle of pyroxyline. As to proportions I have found that one part of the preserving salt to one hundred parts of pyroxyline is sufficient to render the pyroxyline, or the compounds made with it, of good stability. For extraordinary stability two per cent. is ample. Of course where I have indicated feebleness of preserving power more than two per cent. could be used to advantage. I recommend, however, the use of the preferred salts, or those which I have mentioned, as best suited for these purposes. I find that for the best effects it is well to employ the salts possessing the strongest preserving power, as,obviously,large proportions are undesirable. The operator will find that sodium benzoate is among the best of the present group. I do not confine myself to any particular proportions nor even to the particular salts mentioned, as I believe that I have proved that all of the salts of the aromatic acids are more or less useful. I have no explanation to offer for this peculiar preserving power of salts where the bases have already been saturated with an acid. I can only state that my experiments have demonstrated that they possess this power. I do find, however,that the nature of the acid radicle present in the salt determines its preservingpower. Thuswhilebenzoateofpotassium preserves pyroxyline against decomposition the sulphite and bisnlphite of potassium possess little or no preserving power. Sheets of pyroxyline compounds made with them stain metal polishing plates and easily turn acid. My experiments also show that in the case of salts of acids containing two or more dissimilar acid radicles the preserving action depends on the nature of the acid radicles. Thus a salt containing the radical of benzoic acid would have some antacid effect, even though the other acid radicle or radicles present possessed no power to form antacid salts. Similarly the salts containing two or more bases united to a single acid act as antacids according to the properties of the constituents. Hence I include in my invention the present series of salts of aromatic acids in pyroxyline compositions of matter, whether the salts are simple, compound, mixed, or associated chemically with other salts.
Iam aware that in the older books on chemistry substances which are now considered as esters were also known as salts, and I have myself obtained Letters Patent for the use of some substances consisting of a combination of some of the acids referred to herein with an organic base; but such esters and substances will not act as antacids in my invention, and therefore my new group of antacid substances is confined to the salts of inorganic bases.
Having thus described my invention, what I claim, and desire to secure by Letters Patent, is
1. A pyroxyline compound consisting of pyroxyline in combination with a salt of an acid of the aromatic series containing carboxyl (OOOH), said salt having an inorganic base, substantially as described.
2. Apyroxyline compound consisting of pyroxyline and a solvent of the same associated with a salt of an acid of the aromatic series containing carboxyl (@0011), said salt having an inorganic base, substantially as described.
3. A transparent composition of matter containing pyroxyline and a salt of an acid of the aromatic series containing carboxyl (COOH), said salt having an inorganic base, substantially as described.
4. A transparent composition of matter containing pyroxyline and a solvent of the same associated with a salt of an acid of the aromatic series containing carboxyl (COOI'I), said salt having an inorganic base, substantially as described.
5. A transparent composition of matter containing pyroxyline and sodium benzoate, substantially as described.
JOHN II. STEVENS. Witnesses:
ABRAHAM MANNERs, CHARLES FRANKLIN.
Publications (1)
Publication Number | Publication Date |
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US621382A true US621382A (en) | 1899-03-21 |
Family
ID=2689989
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US621382D Expired - Lifetime US621382A (en) | Pyroxyline compound |
Country Status (1)
Country | Link |
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US (1) | US621382A (en) |
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0
- US US621382D patent/US621382A/en not_active Expired - Lifetime
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